Hydrazine hydrate (1:1) → HCID 59729898, compound

HRID 130305Notes

Reaction equation

HRID 130305 reaction equation
Cl[C:2]1[N:10]=[C:9]2[C:5]([N:6]=[CH:7][N:8]2[C@@H:11]2[O:15][C@H:14]([CH2:16][OH:17])[C@H:13]([OH:18])[C@@H:12]2[OH:19])=[C:4]([NH:20][CH:21]2[CH2:25][CH2:24][CH2:23][CH2:22]2)[N:3]=1.O.[NH2:27][NH2:28]>>[NH:27]([C:2]1[N:10]=[C:9]2[C:5]([N:6]=[CH:7][N:8]2[C@H:11]2[C@H:12]([OH:19])[C@H:13]([OH:18])[C@@H:14]([CH2:16][OH:17])[O:15]2)=[C:4]([NH:20][CH:21]2[CH2:25][CH2:24][CH2:23][CH2:22]2)[N:3]=1)[NH2:28]

Participants

3

Reactant 2

HCID 24654Hydrazine hydrate (1:1)HCID 86609492HCID 86609492, compound

Product 1

HCID 59729898HCID 59729898, compound

Procedure

(4S,2R,3R,5R) 5-[2-chloro-6-(cyclopentylamino)purin-9-yl]-2-(hydroxymethyl)oxolane-3,4-diol, a compound of formula (2) as prepared in Example 1A, was suspended in hydrazine hydrate (5 mL), and the mixture was allowed to stir at room temperature for 24 hours. The hydrazine was removed under reduced pressure and the residue triturated with ether and filtered, to afford (4S,2R,3R,5R)-2-[2-hydrazino-6-(cyclopentylamino)purin-9-yl]-5-(hydroxymethyl)oxolane-3,4-diol, a compound of formula (3), as a white solid.

Workup

  1. customThe hydrazine was removed under reduced pressure
  2. customthe residue triturated with ether
  3. filtrationfiltered

Sources & evidence

ORD record
ord-a7e20a71221f4f7ca7be18e21b8037f8
Source dataset
uspto-grants-2008_06
Patent number
US07381714B2

Reaction notes

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